Inn on Boltwood, Saturday Holiday Tea

Inn on Boltwood 30 Boltwood Ave, Amherst, MA

Holiday Tea is one of our favorite holiday pastimes at Inn on Boltwood. The enduring tradition of afternoon tea, set in our cozy library, complete with a lit fireplace, is […]

Champney’s Restaurant at the Deerfield Inn, Wagon Rides

Deerfield Inn 81 Old Main St, Deerfield, MA

Perfect outside activity for a fall afternoon. Private 30-minute wagon rides by Clay Hill Farm on Old Main Street in Historic Deerfield. $75 up to 4 people $5 for each […]

The Holyoke Merry-Go-Round, Santa and more!

The Holyoke Merry-Go-Round 221 Appleton Street, Holyoke, MA

Join us at the Holyoke Merry-Go-Round on Saturday, December 9th, for an unforgettable day filled with joy and excitement! From 12-4 PM, we have something special planned just for you. […]

Lanesborough, Crafts at Mount Greylock

HOLIDAY NATURE CRAFTS TREE TRIMMING PARTY! 1:00 p.m.—2:30 p.m. Come join the fun! Create your own holiday pinecone ornament and extras to help us decorate our holiday trees! Use natural […]

MassMutual Center, AIC Hockey

MassMutual Center 1277 Main Street, Springfield, MA

The AIC (American International College) Yellow Jackets at the MassMutual Center. The Division I Men’s Ice Hockey team take to the ice. VS ROCHESTER INST. This season, the Yellow Jackets […]

The Ice Rink at MGM Springfield

MGM Springfield One MGM Way, Springfield, MA

The rink will stay open all the way up until New Year’s Day. The rink will be open from 12 p.m. to 10 p.m. on Christmas and New Year’s Day. Visit […]

Great Barrington, Holiday Shop, Sip and Stroll

The Southern Berkshire Chamber of Commerce presents the 2023 Holiday Shop, Sip & Stroll! Join us in downtown Great Barrington on Saturday, December 9 to enjoy family-friendly activities like games, […]

McCray’s Farm, Holiday Light Strollx

McCray’s Farm 55 Alvord St, South Hadley, MA, United States

Welcome back to our second season of the Holiday Light Stroll at McCrays Farm. It’s a 30-40 minute stroll because with us you can stop and take pictures. Some things […]

Greenfield, Light UP the Fairgrounds

Franklin County Fairgrounds 89 Wisdom Way, Greenfield, MA

Light UP the Fairgrounds returns to the Fairgrounds! Drive through and see the awesome displays built by your community neighbors. All proceeds benefit Big Brothers Big Sisters of Franklin County, […]

Connecticut Trolley Museum, Winterfest and “The Tunnel of Lights”

Connecticut Trolley Museum 58 North Road, East Windsor, CT

Winterfest and the Tunnel of Lights is celebrating its 45th year as a family holiday tradition. Halls are decked both inside and outside with over 15,000 lights. Outside, closed trolley […]

Storrowton Tavern, Holiday Carolers

Storrowton Tavern 1305 Memorial Avenue, Gate 2, West Springfield, MA

The holiday carolers are back! During this festive season, the Christmas Carolers will be performing every Thursday, Friday, and Saturday through December 22nd. Come and enjoy the beautiful harmonies and […]

Bard College at Simon’s Rock, Concert

Bard College at Simon’s Rock 84 Alford Road, Great Barrington, MA, United States

DANCE CONCERT FALL 2023 Please join us for the Fall Dance Concert of 2023! The choreography of this amazing dance concert comes from the minds of Simon's Rock's Students and […]

Amherst College, Play

Amherst College 220 South Pleasant Street, Rte. 116, Amherst, MA

The Misanthrope - A Contemporary Twist on Molière's Classic On December 7th, 8th, and 9th, the Amherst College Department of Theater and Dance will present The Misanthrope by Peter DeLaurier. […]

Springfield Sheraton, Breakfast with Santa

Sheraton Springfield Monarch Place 1 Monarch Place, Springfield, MA

Join us for our Annual Breakfast with Santa at The Sheraton Springfield Hotel! Professional Photos with Santa Available! Free Admission to Festival of Trees at the MassMutual Center. Adults $27.95 […]

MassMutual Center, Annual Festival of Trees

MassMutual Center 1277 Main Street, Springfield, MA

Kicking off the day after Thanksgiving, the Boys & Girls Clubs of Springfield opens the Annual Festival of Trees - CLOSED Monday & Tuesday, open Wednesday through Sunday. A stroll […]

Hampshire College, Indoor Pool Rolling

Hampshire College 893 West Street, Amherst, MA

Join Zoar Outdoor at Hampshire College on Sundays from 5pm-7pm for open pool sessions. Keep your boating skills sharp and stay in touch with your paddling pals throughout the colder […]

White Lion Brewing, Kids Cookie Decorating with The Grinch!

White Lion Brewing Company 1500 Main St, Springfield, MA, United States

Come join us for a fun-filled day of cookie decorating with everyone's favorite holiday grump, The Grinch! This exciting event will take place at the White Lion Brewing Company, where kids […]

Yiddish Book Center, Exhibit

Yiddish Book Center 1021 West Street, Amherst, MA

Yiddish: A Global Culture An immersive experience, Yiddish: A Global Culture tells the diasporic story of modern Yiddish literature, theater, music, press, and politics through hundreds of objects, including rare books, artwork, […]

$6 – $8

The Student Prince Restaurant, Brunch with Santa

The Student Prince Restaurant 8 Fort Street, Springfield, MA

Join us on December 10th for a Family Tradition on Fort Street - Lunch with SANTA! He’ll be arriving with a special entourage of The Caldoneians to signal his arrival […]

Storrowton Tavern, Brunch with Santa

Storrowton Tavern 1305 Memorial Avenue, Gate 2, West Springfield, MA

Join us for a festive brunch with Santa on Sunday, December 10th from 11-2 pm! Bring your family and friends for a fun-filled holiday gathering. Enjoy delicious food, great company, […]

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